(NE)-N-[(4-bromo-3-methylphenyl)methylidene]hydroxylamine → HCID 118046969, 화합물

HRID 63877노트

반응식

HRID 63877 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[N:9]/[OH:10])=[CH:4][C:3]=1[CH3:11].[Cl:12][C:13]1[CH:18]=[C:17]([C:19]([C:21]([F:24])([F:23])[F:22])=[CH2:20])[CH:16]=[C:15]([Cl:25])[C:14]=1[F:26].Cl([Na])=O>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:20][C:19]([C:17]3[CH:16]=[C:15]([Cl:25])[C:14]([F:26])=[C:13]([Cl:12])[CH:18]=3)([C:21]([F:24])([F:23])[F:22])[O:10][N:9]=2)=[CH:4][C:3]=1[CH3:11]

참가 물질

5

반응물 3

HCID 21833735(NE)-N-[(4-bromo-3-methylphenyl)methylidene]hydroxylamineHCID 584682331,3-Dichloro-2-fluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzeneHCID 178521654HCID 178521654, 화합물

생성물 1

HCID 118046969HCID 118046969, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed dichloromethane (10 mL), (E)-N-[(4-bromo-3-methylphenyl)methylidene]hydroxylamine (50 mg, 0.23 mmol, 1.00 equiv), 1,3-dichloro-2-fluoro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (60 mg, 0.23 mmol, 1.00 equiv), chlorosylsodium (5 mL). The resulting solution was stirred overnight at room temperature. The resulting solution was diluted with 50 mL of DCM. The resulting mixture was washed with 3×10 mL of brine. The organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 82 mg (75%) of 3-(4-bromo-3-methylphenyl)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole as a white solid.

후처리

  1. customInto a 50-mL round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. washThe resulting mixture was washed with 3×10 mL of brine
  4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customThis resulted in 82 mg (75%) of 3-(4-bromo-3-methylphenyl)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazole as a white solid

출처 및 근거

ORD 기록
ord-49d98bb8092f4964a6da6d10735e8f9b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447084B2

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